Carefully Reckless

Sex, My Ex & Babies Nov 30, 2022

Sorry for the break babies, Jess is back and she's fixing more mess! Tap in to see who else in the world is being just as messy as you

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Do He Got Money?! Nov 16, 2022

Happy Hump Day Y'all! Today, Jess is helping some people with sibling rivalry and a baby mama that's toooo close for comfort. Tap in!!

**Correction at 16:38 - Her name is Sheree

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What Is You Doing, Baby? Nov 09, 2022

Hey y'all, wussup?? The ladies in this episode have some questions for the men in their lives. Tap in to find out if you know someone that this applies to!

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New vs. Old Nov 02, 2022

This week Jess is fixing some new mess and revisiting and old story we all were entertained by! Tap in!

If you want Jess to fix your mess, DM her on Instagram: @carefullyrecklesspodcast

By submitting voice or written messages to this account via Direct Message, you are consenting to and authorizing its use and likeness in any manner on all Carefully Reckless platforms.

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Fixin' a New Type of Mess Oct 26, 2022

Hey y'all wussup?!?! Jess been helping y'all fix a lot of relationship mess but one of today's stories features something a little different. Tap in!

If you want Jess to fix your mess, DM her on Instagram: @carefullyrecklesspodcast

By submitting voice or written messages to this account via Direct Message, you are consenting to and authorizing its use and likeness in any manner on all Carefully Reckless platforms.

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Love Drought Oct 19, 2022

Dr. Jess clocked in for the day and today she's giving advice on long distance relationships and horrible step children. She also has an update from one of her listeners who sought out some advice in a previous episode. Let's just say, Jess hates to say it ...butttt she told you so! Listen to Jess y'all!

If you want Jess to fix your mess, DM her on Instagram: @carefullyrecklesspodcast

By submitting voice or written messages to this account via Direct Message, you are consenting to and authorizing its use and likeness in any manner on all Carefully Reckless platforms.

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Lovers and Friends Oct 12, 2022

Jess is fixing more mess! This week she's helping us with relationship issues and trifling friendships. Tap in!

If you want Jess to fix your mess, DM her on Instagram: @carefullyrecklesspodcast

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And We're Back! Oct 05, 2022

Jess is back and giving y'all some more advice! Tap in to hear if you can relate to these stories.

If you want Jess to fix your mess, DM her on Instagram: @carefullyrecklesspodcast

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Carefully Reckless Replay - I Do! Wait, You Don't? Sep 28, 2022

Cuffing season is among us! So while Jess takes care of some business, tune into this oldie but goodie throwback episode about relationships!

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I Wanna Be a Star Sep 21, 2022

We got another voice note today. Baby girl thinks she lost her chance at achieving her dreams because she invested all her time into looking for love. Tap in to hear how Jess fixes this mess!

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Love Triangle Sep 14, 2022

Wassup y'all ..took a little break, but we're back!! There's a lot to unpack in this episode, so get your tea and let's get into it!

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Girl, Don't Embarrass Baltimore Aug 31, 2022

Y'all ...you won't believe today's story! Yes ONE story ...that's how crazy this cry for help was. Jess bout to gather her ass real quick! Tap in

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Dr. Jess Is In! Aug 24, 2022

"Dr. Jess" returns to sort out ya messes, including a crazy wedding in China and story of unrequited love.

If you want Jess to fix your mess, DM her on Instagram: @carefullyrecklesspodcast

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You Knew That Man Had a Girlfriend! Aug 17, 2022

Another week of fixing y'all mess ...and some of y'all are real messy! But Jess ain't judging, she just wants to help! Tap in babies!

If you want Jess to fix your mess, DM her on Instagram: @carefullyrecklesspodcast

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Reporting Live from the Bronx Aug 10, 2022

Do I need to keep telling y'all what's going on here? Jess is fixing y'all mess! Tune in!

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Fixing Mess Forever Aug 03, 2022

It's official - Jess is fixing your mess for the rest of the season! Y'all don't be scared to send your stories in, but in a meantime, tap in to this week's tea!

Tickets are now on sale for the FIRST ever Black Effect Podcast Festival happening on August 28th in Brooklyn, NY! Come check us out with The 85 South Show, All the Smoke, and more of your favorite Black Effect Podcast hosts. Get your tickets today at BlackEffect.com\PodcastFestival

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Soul Ties Jul 27, 2022

Baby!! Y'all ever been soul tied to a bum? Tap in to this episode 'cause Jess is not playing with the gworls this week

Tickets are now on sale for the FIRST ever Black Effect Podcast Festival happening on August 28th in Brooklyn, NY! Come check us out with The 85 South Show, All the Smoke, and more of your favorite Black Effect Podcast hosts. Get your tickets today at BlackEffect.com\PodcastFestival

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Sex with my Best Friend's Ex Jul 20, 2022

Jess is back again with another episode fixing y'all mess. We got some reaaaal juicy scenarios this week. Tap in!

Tickets are now on sale for the FIRST ever Black Effect Podcast Festival happening on August 28th in Brooklyn, NY! Come check us out with The 85 South Show, All the Smoke, and more of your favorite Black Effect Podcast hosts. Get your tickets today at BlackEffect.com\PodcastFestival

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Who Taught Y'all to Type?! Jul 13, 2022

Jess is back for another week of giving you advice. She loves helping y'all out but y'all need to proofread them messages before you send them her way ...now she got double the problems to solve. Anyway, tap in!

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Single for the Summer Jul 06, 2022

Who is peeing in the dating pool?? In this episode, Jess is fixing a whole bunch of relationship mess. These situations are crazy, but at least now we know we're not the only ones going through some nonsense!

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Back to You Jun 29, 2022

Hey yawwwwl, what's up? Jess was busy buying estates last week, but this week she's BACK and fixing your mess! Let's get into it

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New Love Jun 15, 2022

If you've been listening for a while, you might remember Jess' sister heartbreak story earlier in the season. Welp ..she's BACK giving us an update on her love life!

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Do You Boo Boo Jun 08, 2022

What's the tea y'all? Jess is back again fixing your problems. We all have crazy situations, listen to Jess' advice on how to handle them.

Tired of just listening and want Jess' opinion on YOUR situation? DM your questions to Jess on IG: @CarefullyRecklessPodcast

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Communication is Key Jun 01, 2022

Jess is back with another full episode of Jess, Fix My Mess - answering questions about YOUR crazy life situations! Tap in!

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Jess, Fix My Mess! May 25, 2022

If you've been rocking with Carefully Reckless since Season 1, then you're familiar with the "Jess, Fix My Mess" segment. Well Jess is bringing it BYKE for a whole episode! Jess is getting into y'all business for a whole 20 minutes ...but it's only 'cause you asked!

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Real Talk May 18, 2022

Jess is reading y'all to filth for your reactions to the death of Kevin Samuels. She also gets into being one of the new couples on Couples Retreat.

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Dear Mama May 11, 2022

Fresh off of Mother's Day weekend, Jess is showing love to all the mommas!

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How Close Is Too Close? Apr 27, 2022

We finally got big London in the building!!! Jess and London talk about the boundaries of their relationship

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Bye Bus Driver Apr 20, 2022

Jess is taking the back seat and letting her sister share the story about her recent heartbreak. If you're trying to keep a positive outlook on men ...this ain't the episode for you baby.

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21 Questions - Deal or No Deal? Apr 13, 2022

Jess has some questions about what love looks like and what you're willing to deal with. This episode will definitely give you some guidelines on experiencing different love languages.

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Heartbreak Kid Apr 06, 2022

Jess is opening up about a recent incident with her father that has her feeling emotional. If you're a daddy's girl, get your tissues before you tap in!

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Pursuit of Slappyness Mar 30, 2022

Everyone is talking about Will Smith smacking the taste out of Chris Rock's mouth so you know your girl Jess had to give her take on the situation!

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Aye, Can We Get Trump Back? Mar 23, 2022

Wtf is going on in America? Jess is giving her take on COVID and war!

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I'm an "Extra"vert Mar 16, 2022

Jess opens up about raising an introverted child. If you love an introvert, let Jess school you on how to handle them.

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Safe Travels! Mar 09, 2022

This week Jess is coming to us straight out of Cabo and she has something heavy to share. Ladies, plan who you're going on trips with wisely!

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Prison Bae Mar 02, 2022

And we byke!! Jess is back for another season, and she brought her sister Shay with her to kick things off. They're giving the tea on how a friendship with a facility inmate went left!

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Carefully Reckless Replay - Protect Black Men Feb 23, 2022

It's the last Wednesday in Black History Month, so Carefully Reckless presents a replay of one of its most memorable episodes.

Calling all black men! This is a safe place for you. Black women, I hope you're ready to take some accountability as Jess gives her opinion on the controversial topic of male vulnerability in the black community. Let's talk, so we can heal!

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Carefully Reckless Replay - Forever Fiancee Feb 16, 2022

Still feeling the spirit of love from Valentine's Day? Carefully Reckless presents a replay of one of its most memorable episodes.

Ladies, does your man have a deadline to propose to you? Guys, is the pressure to get married a turn off? Tune in to hear what Jess and some of her fans had to say about the topic!

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Lessons Learned, Past & Present Jan 26, 2022

Jess talks about a recent public incident, Euphoria and Regina King.

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Jess & Rome Get Real Jan 12, 2022

Jess and Rome talk about their past and present relationship, Ashton and co-parenting.

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Ashton Is Back! Jan 05, 2022

Jess and her son Ashton talk about Covid, the holidays, school and much more!

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What Turns You On? Dec 29, 2021

Jess and her family talk about all things sex, including stimulation, condoms, and threesomes.

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Dating For Today Dec 22, 2021

Jess and her crazy family share dating stories and talk about relationships.

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Blood Is Thicker Than Water Dec 15, 2021

Jess takes Shay down memory lane to talk about a dramatic breakup with an ex.

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Put Ya Money Where Your Mouth Is Dec 08, 2021

Jess and Shay talk about Black-owned businesses.

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Meet Ash Hilarious! Nov 24, 2021

Jess sits down with her son Ashton to talk about comedy, family, football and the future.

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Vaccine Views Nov 17, 2021

Jess and Tanya (@itsgreat2bme) talk about Covid-19 and vaccines.

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The Astroworld Festival Tragedy Nov 10, 2021

Jess gives her raw reaction to the tragedy at Travis Scott's Astroworld Festival, which resulted in eight deaths.

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Why You So Obsessed with Me? Oct 27, 2021

Jess taps into a real creepy topic right in time for Halloween! We're getting into dangerous obsessions. Lock your doors and check your surroundings before you tune into this one!

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I Don't Owe You Sh*t Oct 20, 2021

Jess opens up and gives us some raw emotion this week. Sometimes when your friends got you f*cked up, you gotta vent to your fans.

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Pride Will Be Your Downfall Oct 13, 2021

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Mirror Mirror on the Wall Oct 06, 2021

Jess and Shay get real about an issue that many people in this era struggle with - Body Dysmorphia Disorder (BDD). Baby, social media got us tweakin'! You're beautiful the way you are ...but get into this episode.

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You Pregnant Teww? Sep 29, 2021

Now y'all know it be the most raggedy men who wanna play games! Shay is back and sharing some trifling stories with Jess ☕️

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Were You Born Like That? Sep 22, 2021

Jess introduces us to a new guest and they're checking y'all on something other people might be too afraid to ...your weight! Put that burger down and turn the volume up.

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21 Questions Sep 15, 2021

Sheena Girl is BIKE again!!! Jess is asking a bunch of rapid fire questions - are y'all ready for these answers?

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I Do! Wait, You Don't? Sep 08, 2021

Did you ever have to say no to a marriage proposal? Was it justified? Did the relationship end after that? Let's talk!

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Tell Me Your Fantasy Sep 01, 2021

Jess is bringing one of her life lessons into story time. Do you tell your boo about your fantasies with other people? Neither does Jess ...well except for that one time!

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Either You Is or You Ain't Aug 25, 2021

If you have one relationship with the same sex, does that mean you're gay? Jess invites Prince back to talk about the double standards of sexuality.

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Stay Trippin' Aug 18, 2021

Jess' twin pulled up for this week's episode! Jess and Prince recap the highs and lows of their traveling experiences. Expect some drama, personality breakdowns and baecations!

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What Department Are You In? Aug 11, 2021

Sheena Girl is BIKE ..you'll get it when you listen to the episode. Anyway, they're breaking down LGBTQIA+ the Carefully Reckless way. Y'all please don't start a cancel campaign after this!!

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Bmore Besties Aug 04, 2021

Who else gets jealous when their bestie has other friends? Well, Jess' REAL best friend, Sheena Girl, hopped on this episode to press Jess about her other "best friends". Spoiler Alert: Sheena also reveals a secret about Jess that you don't want to miss!

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Get Your Friend! Jul 28, 2021

Bria is back by popular demand! This time the ladies are discussing friendship boundaries. Can your friend check your man? Can you check your friend? Let's find out what Jess and Bria think

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I'm Coming to You As a Woman Jul 21, 2021

Jess is back with more girl talk with her homegirl Bria! How do you feel about the "coming to you as a woman" concept? Well, Jess and Bria are giving their take and spilling some personal tea in the process!! Whew.

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Real & Raw Jul 14, 2021

We already feel like Jess is our homegirl, but today she makes it real! In the middle of moving, Jess and her friend Bria got into some girl talk that everyone can relate to, so Jess plugged in the mics and got to recording! Tune in to this raw, unedited conversation that we've all had at least once in our lives.

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COVID Continues Jun 30, 2021

While everyone is taking off their masks and hitting these streets ... Jess is here to remind you that COVID-19 still exists. Stay safe and don't let this sickness catch you slippin!!

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Buy Black Jun 23, 2021

Jess is covering all sides of a major topic in the black community - supporting black business. Jess wants to see all her people win, even if that means calling out business owners AND consumers! Get into it

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Who's Your Daddy? Jun 16, 2021

What's the difference between a father and a dad? While we're getting ready to celebrate Father's Day, Jess is showing love to all the DADs!

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Can I Get A Refund? Jun 09, 2021

Jess talks about how the power of social media tricked all of our asses into thinking that Floyd Mayweather vs. Logan Paul was an actual fight.

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Match My Fly or Bye Bye Bye Jun 02, 2021

VENT SESSION! Jess drops the usual structure of the show to speak her mind on a controversial topic. What's wrong with a woman wanting a man with money?? Nothing! And Jess is about to explain exactly why. Get into it!

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The Parent Trap May 26, 2021

Parents! This one is for you. And if you're dating a parent, this one is for you, too! Jess is giving her thoughts on co-parenting. Get ready to get checked if you ain't putting the kids first.

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Family Affairs May 19, 2021

We know y’all love when Jess comments on other people’s mess, but your nosey asses love it even more when she talks about her own! Grab your tea and try not to side eye your mama because this episode is all about your family versus your boo.

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Love to All my Ladies May 12, 2021

This goes out to all the ladies! Jess is spreading positivity and reminding all the women of their worth! If you need a good laugh or the motivation to leave your sorry ass man, this episode is for you!

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Healing Saves Lives May 05, 2021

Just in time for Mental Health Awareness Month, Jess gets emotional as she recounts her own experience with mental illness. If you know someone who is suffering ...HELP THEM!

National Suicide Prevention Lifeline Contact Info:

800-273-8255

https://suicidepreventionlifeline.org/

Find a Therapist:

https://borislhensonfoundation.org/

https://www.betterhelp.com/

https://therapyforblackgirls.com/

https://blackmenheal.org/

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Don't Be "Emburrassed" Apr 28, 2021

Calling all parents, friends of parents ..hell, if you know someone that has kids, COME GET THIS READ REAL QUICK! Jess is tired of y’all letting these babies suffer to save your own face.

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Den of Thieves Apr 21, 2021

Jess is venting about her own mess today! No gimmicks, no embellishments - just real, raw honesty.

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(Tr)igger Warning Apr 14, 2021

This episode is not for the faint of heart! Proceed with caution because Jess is getting ready to check some of y'all at the do' with this topic.

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Protect Black Men Mar 31, 2021

Calling all black men! This is a safe place for you. Black women, I hope you're ready to take some accountability as Jess gives her opinion on the controversial topic of male vulnerability in the black community. Let's talk, so we can heal!

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Forever Fiancee Mar 24, 2021

Ladies, does your man have a deadline to propose to you? Guys, is the pressure to get married a turn off? Tune in to hear what Jess and some of her fans had to say about the topic!

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Nip and Tuck, Who Gives a F**k? Mar 17, 2021

Jess gets real with you as she opens up about her personal experience with plastic surgery. We know Jess is the queen of bringing laughter to a serious discussion while still getting some sh*t off her chest! This episode is no different, so leave your feelings at the door and let's talk about it!

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Can You Pay My Bills? Mar 10, 2021

Ladies, how you feel? Brothas, y'all alright? Just checking because Jess may hurt some feelings with her opinion on this episode! Shortly after the world celebrated International Women's Day, she's reminding women how sexy it is to be independent! Stop making men handle your responsibilities in exchange for a little ass.

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Liar Liar Mar 03, 2021

Do you believe in lying for a good cause? Is there a limit to lying? Jess exposes a lie that changed her entire life and then goes on an emotional rollercoaster with the sh*t ya'll brought to her in the Jess, Fix My Mess segment this week! Somebody call Maury Povich cause Jess ain't the one!

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Let's Talk About Sex Baby Feb 24, 2021

Everyone has a crazy sex story and Jess is ready to talk about it! She's talking crazy stories, turn ons, turn offs ...just tune in and maybe you'll realize that your crazy experience wasn't really that bad ..or was it?

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Separated Ain't Single Feb 17, 2021

Now y'all know Jess is 'bout tired of y'all forcing a relationship between her and Kountry Wayne! In this episode, she gives you the truth about the situation and shares stories of fans who were in similar predicaments. Her twin, Prince, also joined the conversation for a tag-team experience you don't want to miss!

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F*ck These B*tches, Get Money! Feb 10, 2021

Jess goes deep with y'all in this episode. You'll be introduced to her spiritual side as she sheds light on the brighter side of the pandemic. She's teaching you how to let go of dead weight and leave unhealthy situations where they belong...in the past!

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What You Know 'Bout Love? Feb 03, 2021

Just call Jess the Love Doctor! In this episode, Jess gets real with her listeners and their love lives. She also gives her take on some celebrity relationships. Get your tea ...and maybe a pen and paper to keep a couple notes because you might just need this advice!

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B*tches Be Betrayin' Jan 27, 2021

Gather your nosey asses around and listen as Jess tells her own personal story of betrayal along with some wild stories from her fans! Everybody experiences betrayal at some point in life, but what are you willing to forgive?

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Hillbillies Stormed the Capitol Jan 20, 2021

In the first episode of Carefully Reckless, Jess Hilarious gives her take on the insurrection of the Capitol, gets personal with fans in the "Jess, Fix My Mess" segment and shares all the things she left in 2020. (Spoiler Alert: y'all can kiss Jess with the Mess goodbye!) Get ready to get reckless, 'cause this is only the beginning!

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